Acetic Acid → HCID 54480847, compound

HRID 128298Notes

Reaction equation

HRID 128298 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:11]=[CH:10][C:9]([CH:12]([CH2:17][C:18]([OH:20])=[O:19])[CH2:13][C:14]([OH:16])=O)=[CH:8][C:5]=2[C:6]=1[CH3:7].C(O)(=O)C>C(OC(=O)C)(=O)C>[CH3:1][C:2]1[O:3][C:4]2[CH:11]=[CH:10][C:9]([CH:12]3[CH2:17][C:18](=[O:20])[O:19][C:14](=[O:16])[CH2:13]3)=[CH:8][C:5]=2[C:6]=1[CH3:7]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 23468827HCID 23468827, compound

Product 1

HCID 54480847HCID 54480847, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

27.6 g (0.1 mol) of 3-(2,3-dimethyl-5-benzofuranyl)-glutaric acid are refluxed in 120 ml of acetic anhydride for one hour. The excess reagent and the acetic acid formed are then evaporated off in a rotary evaporator. The brownish residue is dissolved in ether, and hexane is added until crystallisation starts. The crystals are filtered off with suction, washed with ether/hexane and dried. The 3-(2,3-dimethyl-5-benzofuranyl)-glutaric anhydride thus obtained as pale sand-coloured crystals melts at 107°-110°, and after recrystallisation from methylene chloride/hexane, at 111°-112°.

Workup

  1. customare then evaporated off in a rotary evaporator
  2. dissolutionThe brownish residue is dissolved in ether
  3. additionhexane is added until crystallisation
  4. filtrationThe crystals are filtered off with suction
  5. washwashed with ether/hexane
  6. customdried

Sources & evidence

ORD record
ord-90c1f6863e1a46be912366dbc5b01b72
Source dataset
uspto-grants-1981_03
Patent number
US04259338

Reaction notes

Loading…